153862-92-1

Basic information

• Product Name: 2-[(4-Chloro-phenyl)-hydrazono]-4-methoxy-3-oxo-butyric acid methyl ester
• Synonyms: 2-[(4-Chloro-phenyl)-hydrazono]-4-methoxy-3-oxo-butyric acid methyl ester
• CAS NO: 153862-92-1
• Molecular Weight: 284.699
• Mol File: 153862-92-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-[(4-Chloro-phenyl)-hydrazono]-4-methoxy-3-oxo-butyric acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(4-Chloro-phenyl)-hydrazono]-4-methoxy-3-oxo-butyric acid methyl ester(153862-92-1)
• EPA Substance Registry System: 2-[(4-Chloro-phenyl)-hydrazono]-4-methoxy-3-oxo-butyric acid methyl ester(153862-92-1)

Safety Data

• Hazardous Substances Data: 153862-92-1(Hazardous Substances Data)

Upstream product

• 41051-15-4 4-methoxyacetoacetic acid methylester 
• 106-47-8 4-chloro-aniline 

Relevant articles and documents

Synthesis, characterization and analgesic activity of new 4-arylhydrazono-3-methoxymethyl-2-pyrazolin-5-ones

New 4-arylhydrazono-3-methoxymethyl-2-pyrazolin-5-ones (5a-j) and 4-arylhydrazono-3-methoxymethyl-1-phenyl-2-pyrazolin-5-ones (6a-j) were synthesized by the reaction of ten novel methyl 2-arylhydrazono-4-methoxy-3-oxobutanoates (4a-j) with hydrazine hydrate and phenylhydrazine, respectively. Treatment of 5a with acetic anhydride yielded 1-acetyl-4-arylhydrazono-3-methoxymethyl-2-pyrazolin-5-one (7). The structures of the tautomerically dynamic compounds were established by spectral data (1R, 1H-NMR, 13C-NMR, EIMS and CIMS) and elemental analysis. The analgesic activity of the title compounds was determined by the modified Koster's test. The most active compound was 4-[(4-chlorophenyl)hydrazono]-3-methoxymethyl-1-phenyl-2-pyrazolin-5-one (6c) demonstrating twice the activity (60 %) exerted by the reference drug acetylsalicylic acid (ASA, 27 %). The majority of the tested compounds were found to be more effective than ASA.